What would you do?

I'm not much for convertibles, so I vote to go with the wagon just on that.

Looking from your perspective, the more you can drive it, and the more you can take the family along, the more you will probably enjoy it.

If aftermarket wheels, and/or a dropped stance is in the restomod equation, I feel that looks better on a wagon than anything else. If you really have a thing for fresh air, put in a Webasto sliding ragtop, and be cooler yet.